
Cortona Rentals
- From $170 per night (USD)
VRBO
City / Village Apartment in Cortona with 2 bedrooms sleeps 4
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Caterina is located in the heart of the historic center of the ancient Etruscan town of Cortona, a place rich in hi ...
From $170 per night (USD)VRBO
- From $119 per night (USD)
Expedia
A small cottage in authentic Tuscany. Serves 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
It is the old home of our family! The apartment in question is located on the first floor of a traditional farmhouse. It ...
From $119 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Typical house with large pool and lovely views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Surrounded by the enchanting Tuscan countryside, next to a large orchard, woods and terraces of olive trees, Molbena Hou ...
From $424 per night (USD)VRBO
- From $298 per night (USD)
VRBO
Independent Apartment in Farmhouse with private garden and pool- Cortona
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Il Bozzino is one of the two apartments located in Villa il Giuggiolo, an old rustic farmhouse whose oldest part is prob ...
From $298 per night (USD)VRBO
- From $148 per night (USD)
VRBO
Vacation apartments in the countryside near Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>A short distance from ecotours, horse riding, and more, this family-friendly apartment lets you experience it all. Wi ...
From $148 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Vacation apartments in the countryside near Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>A short distance from ecotours, horse riding, and more, this family-friendly apartment lets you experience it all. Wi ...
From $148 per night (USD)Expedia
- From $123 per night (USD)
VRBO
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Delightful accommodation attached to my family farmhouse for generations. Located in a rural location, it is on the edge ...
From $123 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Romantic cottage on a farm with a view of Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Close to birdwatching, cycling, and more, this family-friendly vacation home brings it all within reach. With the pro ...
From $190 per night (USD)Expedia
- From $1604 per night (USD)
VRBO
Private Villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Holiday rental Villa Ivana - Cortona is a lovely property (1052 sq m) that includes WiFi internet, private pool and air ...
From $1604 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Cortona Shabby Chic House<br>(Independent & balcony)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
<p>Situated in the city center, this welcoming apartment brings all of Cortona within your reach. Piazza della Repubblic ...
From $167 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Cortonas Rooftop Nest
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
<p>Situated in the city center, this welcoming apartment brings all of Cortona within your reach. Piazza della Repubblic ...
From $217 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Maya Luxury Home - private garden for breathtaking view, nearby the centre
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The location of Maya Luxury Home, within the public gardens, combined with the recent renovation, suggests a perfect ble ...
From $238 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Stunning private villa for 16 guests with WIFI, private pool, TV and pets allowed
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Borgo Antico is a beautiful farmhouse on the high hills that separate the green Valdichiana from the Tiber Valley, locat ...
From $343 per night (USD)VRBO
- From $882 per night (USD)
VRBO
Villa Nello
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
<p>A short distance from ecotours, parasailing, and more, this smoke-free villa lets you experience it all. Jump into yo ...
From $882 per night (USD)VRBO
- From $1506 per night (USD)
VRBO
Large spacious country villa in Cortona 7bed7bath with pool & gorgeous gardens
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 19
A great place for a multigenerational family or group of friends to have a vacation with lots of shared and privates spa ...
From $1506 per night (USD)VRBO
- From $388 per night (USD)
Expedia
Garibaldi Apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
<p>Close to ecotours, parasailing, and more, this smoke-free apartment brings it all within reach. You're conveniently l ...
From $388 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Stunning private villa for 12 guests with WIFI, private pool, TV, terrace and pets allowed
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Property Summary Nestled in the rolling Tuscan countryside of Italy, the agricultural estate "La Vittoria" is an except ...
From $255 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Villa La Pieve - an old church now turned into a welcoming and charming villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa La Pieve stands out from other properties as it was once a church. Today deconsecrated, renovations have complete ...
From $250 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Wonderful private villa for 5 people with WIFI, A/C, private pool, TV, terrace and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Casetta i Ciliegi is an old stone house that has been skilfully renovated and is located in an extremely panoramic posit ...
From $207 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Stunning villa for 6 people with WIFI, A/C, TV and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Casale Vacanze Il Granaio is a nice holiday home with air conditioning and WiFi internet. The property can accommodate ...
From $154 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Villa in Cortona with pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the scenic countryside near Cortona, this charming Tuscan villa offers a peaceful retreat surrounded by rolli ...
From $319 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Severina charming modern villa with swimming pool and SPA
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
A few steps from the Umbrian border and the Etruscan town that dominates from above, Villa Severina is immersed in a cor ...
From $410 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Villa with swimming pool in Cortona, up to 5 people
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This beautiful little villa is located 400 meters from the charming town of Cortona, one of the most beautiful and famou ...
From $175 per night (USD)VRBO
- From $576 per night (USD)
VRBO
Villa in Cortona, family-friendly, close to the village, pool, Wi-Fi, sleep 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This magnificent villa is located 400 m from the beautiful town of Cortona, one of the most beautiful and well-known tow ...
From $576 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Corte della Luna, elegant villa with swimming pool surrounded by a suggestive olive grove
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Surrounded by sweet olive groves and set in a splendid hillside position, Corte della Luna dominates with its particular ...
From $390 per night (USD)VRBO
- From $766 per night (USD)
VRBO
Villa in Cortona, family-friendly, close to the village, 2 pools, Wi-Fi,sleep 15
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
This magnificent villa is located 400 m from the beautiful town of Cortona, one of the most beautiful and well-known to ...
From $766 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Farmhouse among olives trees and sunflowers- private pool and garden
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the cha ...
From $446 per night (USD)VRBO
- Click For Pricing
Expedia
Vintage house in Cortona
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This farmhouse in Cortona gives you a slice of country life while being close to the city. This 2 bedroom property featu ...
Click For PricingExpedia
- Click For Pricing
VRBO
Le Rondini by Interhome
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 20
Very beautiful villa "Le Rondini", 273 m a.s.l., semi-detached, built in 1700, renovated in 2016, surrounded by fields. ...
Click For PricingVRBO
- From $422 per night (USD)
Expedia
Vacation Home in Creti with 5 bedrooms sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
At 10 km from the beautiful Etruscan town of Cortona, in the heart of real Tuscany lies Casale Valdichiana, an old farmh ...
From $422 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Beautiful, spacious and exceptionally bright 250-square-metre property, featuring four large bedrooms and four private b ...
From $375 per night (USD)VRBO
- From $662 per night (USD)
Expedia
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VILLA ROSA IN CORTONA, TUSCANY: Experience the Italian dolce vita in beautiful Tuscany by staying at Villa Rosa, a priv ...
From $662 per night (USD)Expedia
- From $511 per night (USD)
VRBO
Typical house with private pool and a stunning view
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Rasina House is situated in a stunning position at 500 mt of altitude over the Tuscan hills of Cortona, which give the h ...
From $511 per night (USD)VRBO
- From $540 per night (USD)
VRBO
Country Charm near Cortona
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the quiet village of Località Ossaia, this charming holiday home offers a relaxing stay for up to 8 guests. J ...
From $540 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
In the quite Tuscan country side, among olive trees, you will find Margherita Holiday Home. Our small business comes fro ...
From $310 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Beautiful villa with pool and garden just 300 meters from the village
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 13
<p>A short distance from ecotours, hiking trails, and more, this smoke-free villa lets you experience it all. There's co ...
From $558 per night (USD)VRBO
- From $584 per night (USD)
VRBO
La Poventa beautiful villa with private pool and large garden
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
<p>You'll find bicycles on site at this smoke-free villa. Jump into your car and make short work of the 6-minute drive t ...
From $584 per night (USD)VRBO
- From $755 per night (USD)
VRBO
Villa Mulinoavento with magnificent view 5 minutes walking downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
'Mulino a Vento' is situated in a beatiful panoramic position, overlooking the entire Valdichiana and just a 5 min. walk ...
From $755 per night (USD)VRBO
- From $589 per night (USD)
VRBO
Orlando In Cortona, Tuscany
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Property for exclusive use Beautiful renovated house situated in the hills just outside of Cortona, an Etruscan city pa ...
From $589 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Just 10 minutes walkin from Cortona old city
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Palazzone Garden – Beautiful Apartment with Panoramic Views in Cortona, Tuscany A Tuscan getaway with breathtaking views ...
From $176 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Typical cottage in the hills of Cortona, perfect for couples for a romantic holiday or honeymoon. Lo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The small town of Cortona and the proximity to Trasimeno Lake. Casina Paradiso is only a few minutes driving from Corton ...
From $117 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Podere Aiaccia sits alone high in the Tuscan hills overlooking a panoramic view, which can be enjoyed from every room in ...
From $391 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Indipendent house with 5 sleeps and private pool. Cortona
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Indipendent house with 5 sleeps Ground Floor: sitting/dining room with kitchenette and large fireplace, twin bedroom wit ...
From $170 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Villa La Perla. Splendid panoramic location. Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
La Perla is a part of a typical stone farmhouse placed in really panoramic position on the hills of the border between T ...
From $255 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Wonderful private villa for 7 guests with private pool and TV
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
At Poggio del Fabbro you will find yourself in the midst of the peace and beauty of green woods and hills. The old farmh ...
From $232 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Independent Accommodation in Villa with Private Pool and uninterrupted views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
A spacious apartment on the first floor of a small villa., with a beautiful garden. The views from our house are out of ...
From $350 per night (USD)VRBO
- From $387 per night (USD)
VRBO
Isabella Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Close to ecotours, parasailing, and more, this smoke-free apartment brings it all within reach. You're conveniently l ...
From $387 per night (USD)VRBO
- From $255 per night (USD)
Expedia
APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Cortona, this 1-bedroom, 2-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $255 per night (USD)Expedia
- From $240 per night (USD)
VRBO
APP. MUGHETTO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Nestled in Cortona, this 1-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature and the outd ...
From $240 per night (USD)VRBO
- From $231 per night (USD)
Expedia
La Terrazza sulla Valle, with private terrace overlooking the valley!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the Valley. This apartme ...
From $231 per night (USD)Expedia
- From $245 per night (USD)
VRBO
APP. GIRASOLE x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Cortona, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $245 per night (USD)VRBO
- From $245 per night (USD)
Expedia
APP. GERANIO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Nestled in Cortona, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outd ...
From $245 per night (USD)Expedia
- From $258 per night (USD)
VRBO
APP. GARDENIA x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Cortona, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $258 per night (USD)VRBO
- From $598 per night (USD)
Expedia
Villa Il Cubo. Independent Villa with Pool, MTB, Air conditioning
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 20
Villa Il Cubo is an ancient manor house whose origins are lost in the tradition of the rural past of Tuscany. We find me ...
From $598 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Podere Fraticciolo near Cortona. Villa with Pool
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Podere Fraticciolo is located in the valley dominated by the charming town of Cortona that from 500 meters above sea lev ...
From $507 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful villa with swimming pool for rent in Tuscany at the foot of Cortona, a historical town whose origins where for ...
From $301 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Beautiful private villa with private pool, A/C, WIFI, TV, pets allowed and panoramic view
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 m ...
From $328 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Private Villa with WIFI, private pool, A/C, TV, pets allowed, panoramic view, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Mira is located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona. Holiday home Villa Mira is a ...
From $218 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Beautiful private villa with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
Villa Eleonora is located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a ...
From $394 per night (USD)VRBO
- From $503 per night (USD)
Expedia
Private Villa with A/C, sauna, hot tub, pool, WIFI, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Conveniently located 1 km (4276 ft) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (2 ...
From $503 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Lovely apartment for 4 people with WIFI, A/C, TV and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Appartamento Luna is located in the centre of Cortona, Italy and only 30 km (18 mi) from Arezzo in the tourist area "Cor ...
From $170 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Wonderful villa for 4 people with WIFI, private pool, A/C, TV and panoramic view, close to Cort...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Camelia is located , Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Holi ...
From $345 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Stunning private villa with private pool, WIFI, TV, terrace, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Conveniently located 6 km (4 mi) from Cortona, Italy and only 30 km (19 mi) from Montepulciano. Holiday home Villa Olean ...
From $269 per night (USD)VRBO
- From $904 per night (USD)
Expedia
Wonderful private villa with WIFI, A/C, private pool, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Property Villa Rosmarino is a beautiful stone building (300 sq m) that includes private pool, WiFi internet and air con ...
From $904 per night (USD)Expedia
- From $798 per night (USD)
VRBO
Private Villa with hot tub, A/C, private pool, WIFI, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 18
Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Case Sant'anna is a lovely ho ...
From $798 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Beautiful private villa with WIFI, A/C, private pool, TV and panoramic view, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etrus ...
From $188 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Stunning private villa for 4 guests with private pool, WIFI, TV, terrace and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Casa Cristina is a beautiful property with WiFi internet and private pool. The property can sleep up to four people co ...
From $221 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Cosy apartment for 2 people with pool, WIFI, A/C, TV and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...
From $251 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Stunning private villa for 9 people with WIFI, private pool, TV, veranda and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Casa La Primula is a farmhouse situated on the border between Tuscany and Umbria, in an extremely panoramic position wit ...
From $222 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Beautiful apartment for 6 guests with WIFI, A/C, pool and TV
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $141 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Nice apartment for 2 guests with WIFI, A/C, TV, pets allowed and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 m ...
From $221 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Cosy apartment for 4 people with WIFI, A/C, TV, terrace, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 m ...
From $291 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Stunning private villa with private pool, A/C, WIFI, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Villa San Pietro is a lovely vacation rental (300 sq m) with air conditioning, WiFi internet and private pool. The prop ...
From $554 per night (USD)VRBO
- From $518 per night (USD)
Expedia
Beautiful private villa with A/C, WIFI, private pool, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Property Villa Chiara is ...
From $518 per night (USD)Expedia
- From $162 per night (USD)
VRBO
Beautiful private villa for 5 guests with private pool, A/C, WIFI and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
San Eusebio is an independent portion of a beautiful stone farmhouse with ancient peasant origins. You will find it nest ...
From $162 per night (USD)VRBO
- From $638 per night (USD)
Expedia
Beautiful private villa for 20 guests with WIFI, A/C, private pool, TV, veranda and pets allowed
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 20
Villa Il Palazzo is an old manor house on the doorstep of Cortona, whose origins are lost in the tradition of Tuscany's ...
From $638 per night (USD)Expedia
- From $471 per night (USD)
VRBO
Stunning private villa with private pool, A/C, WIFI, TV, patio and pets allowed, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Villa Mimosa is a beautiful property (175 sq m) with private pool, air conditioning and WiFi internet. The property can ...
From $471 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Private Villa with hot tub, A/C, private pool, WIFI, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Conveniently located 5 km (3 mi) from Poggioni, Italy in the tourist area "Cortona And Surroundings" and only 15 km (9 m ...
From $430 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Stunning private villa with A/C, WIFI, private pool, TV, patio and panoramic view, close to Cort...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Conveniently located 5 km (3 mi) from Poggioni, Italy in the tourist area "Cortona And Surroundings" and only 14 km (9 m ...
From $397 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Cosy apartment for 6 guests with WIFI, pool, A/C and TV
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $141 per night (USD)Expedia
- From $534 per night (USD)
VRBO
Lovely apartment for 6 people with pool, WIFI, A/C, TV and panoramic view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...
From $534 per night (USD)VRBO
- From $116 per night (USD)
Expedia
Stunning private villa for 3 guests with A/C, pool, WIFI, TV and terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Casina Paradiso is just a few minutes drive from the town of Cortona, rich in Etruscan reminiscences, priceless and beau ...
From $116 per night (USD)Expedia
- From $847 per night (USD)
VRBO
Stunning private villa for 12 people with WIFI, private pool, TV, patio and panoramic view
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Santa Maria is a lovely stone building (500 sq m) with WiFi internet and private pool. The property can accommoda ...
From $847 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Stunning private villa with private pool, A/C, WIFI, patio, panoramic view, close to Montepulciano
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa La Fragola is a lovely holiday home (100 sq m) with air conditioning, private pool and WiFi internet. The propert ...
From $227 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Wonderful private villa with WIFI, A/C, private pool, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Gelsomino is located 2 km (1 mi) from Pergo, Italy and only 7 km (4 mi) from Cortona. Property Villa Gelsomino is ...
From $364 per night (USD)VRBO
- From $119 per night (USD)
Expedia
Lovely apartment for 4 people with pool, WIFI, A/C and TV
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $119 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Beautiful apartment for 2 guests with WIFI and TV
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming apartment situated in the center of Cortona, a lovely town whose origins date back to the Etruscan times. The a ...
From $99 per night (USD)VRBO
- From $1354 per night (USD)
Expedia
Stunning private villa with hot tub, private pool, WIFI, A/C and panoramic view, close to Cortona
- Bedrooms:
- 13
- Bathrooms:
- 12
- Sleeps:
- 22
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This ...
From $1354 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Stunning private villa for 18 people with WIFI, private pool, TV, veranda and pets allowed
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 18
If you book a holiday at Casale Aiola you will find yourself immersed in a modern farmhouse and forestry farm, surrounde ...
From $343 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Stunning villa for 4 people with pool, WIFI, A/C, TV and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dive in the pool of a rental house in Tuscany! Nice villa, share of a house situated in panoramic location on the hills ...
From $216 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Beautiful private villa for 12 people with private pool, WIFI, A/C, TV, terrace and pets allowed
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Villa Cantagallo has the old-world charm of an ancient manor house. The spacious rooms, fireplaces, arches and exposed s ...
From $250 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Beautiful private villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful ...
From $283 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Nice apartment for 9 people with pool, WIFI, A/C and TV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $176 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Villa Rosa Dei Venti - Apartment Maestrale
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Apartment Maestrale allows you to experience the deep history of Tuscany, since it is located near by the Etruscan settl ...
From $340 per night (USD)VRBO
- From $351 per night (USD)
VRBO
Wonderful villa at the foot of Cortona with private pool and unforgettable views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every com ...
From $351 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The house was originally a mill house with adjoining tobacco drying tower and features exposed beams and barrel vaulted ...
From $197 per night (USD)Expedia
- From $711 per night (USD)
VRBO
Cortona Farmhouse in Tuscany - Casa Sant'Angelo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Casa Sant' Angelo is a beautifully restored 300+ year old Farmhouse located 3 km outside of the ancient hilltop town of ...
From $711 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Apartment in Sant 'Angelo di Cortona, immersed in the Tuscan hills
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Apartment Sant' Angelo in Cortona is a bright and spacious one bedroom apartment reconstructed from an ancient olive mil ...
From $143 per night (USD)VRBO
- From $110 per night (USD)
VRBO
La Torretta - downtown Cortona, on the second floor of a noble palazzo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
La Torretta, a 70 square meter apartment, is located on the second floor of a noble palazzo and makes it perfect for 2 p ...
From $110 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Historic 14th Century Church Villa with Private Pool in vineyard near Cortona
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
San Silvestro is a unique 3 bedroom villa with private pool located just 2 km from the historic hilltop town of Cortona. ...
From $250 per night (USD)VRBO




































































































